Holiday rentals with a pool in Manatee County

FM-near Beaches and IMG, Pool, Tennis, Pickleball

Enjoy this nice partial lake view second floor 2 BR/2 BA condo 5 min away from IMG Academy, 15 min to the Beaches on Anna Maria Island and Longboat Key. New floor in BRs. The Resort features 2 heated Pools, 2 Jacuzzis, 2 Tennis/Pickleball courts, Basketball court, Playground, Shuffleboard, Ping Pong, Pool Billiard, BBQ Grills at our Clubhouse. The property is ideally situated close to all Shops, Restaurants, Bars and local Amenities. Next Airport Sarasota/Bradenton or Tampa International Airport

Walk 2 DWTN Farmer's Market/Spring Traing/Htd Pool

Escape the cold & settle into the sunshine at this Riverfront Retreat, where winter days are filled with coastal breezes and relaxed Florida charm. Mornings often begin with dolphins playing along the Riverfront, coffee on the porch, or breakfast at a local cafe. Just steps from the front porch enjoy easy walks along the riverfront, hop on the ferry for a day of island exploring, or spend Saturday mornings exploring the dwntn Farmer's market - local artists and produce. Winter done right.

Secluded 5-Acre Escape

Welcome to your private oasis in the heart of Bradenton, Florida! Nestled on a sprawling 5-acre estate, this charming retreat offers the perfect blend of tranquility and convenience. Whether you’re seeking a peaceful getaway or an adventure-filled vacation, our property provides the ideal setting for your stay. Prepare delicious meals in the fully equipped kitchen, or your perfect outdoor BBQ on the patio overlooking the lush grounds. Unwind your evenings by the fire pit or pool. YOUR CHOICE.

The Sea Hut

Updated stylish townhouse. Great amenities include, resort style pool, basketball and tennis courts, playground, and sports field with picnic tables. Within 15-30 minutes from white powdery sand beaches including Siesta Key and Bradenton beach. Beach towels, chairs and beach/pool toys are provided for your enjoyment. Close to some of the best shopping locations including UTC mall and tons of amazing restaurants and bars. Theme/amusement parks are approximately 30 minutes to an hour drive.

Sun-Kissed Memories!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Mai Casa-Private Pool, Beaches & Lakewood Ranch

Our home is nestled in an elegant, quiet and family-friendly residential community. Your family will love the private heated pool and access to various community amenities. Conveniently located, our home is just a short drive from the stunning Gulf beaches of Siesta Key, Anna Maria Island, Lido Key, and other attractions. A scenic drive over the Sunshine Bridge brings you to St. Pete, Clearwater, and Tampa Bay. For golf enthusiasts, there are eight golf courses within a seven-mile radius.

Sunrise Villa - Tropical 3 bedroom home with pool

Relax with the family at this tropical oasis. Sunrise Villa sits in the corner of a quiet cul-de-sac, just a quarter mile from Palma Sola Bay and 5 miles from the quaint island of Anna Maria and its sandy white beaches. Enjoy the tropical backyard paradise and the abundance of restaurants, beaches, and entertainment in close proximity. Lounge by the pool, take a bike ride along the bay, take a short bike/car ride over to the island, or take a short car ride to downtown Bradenton.

STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!

Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.

Tropical Oasis - Private Pool - Close Beaches

Enjoy a tropical Paradise with private pool. Beautiful palms and an over-sized private pool. This beautiful pool home is only a short drive to Anna Maria Island. Floridas most beautiful white beaches on the Gulf Coast. Huge master bedroom with attached full bath and access to the pool area. Free high speed WIFI. Smart TV in living room queen room. 2 parking spaces. Convenient to beach bars, golf, shopping. 25 Min. Sarasota and 45 Min. Tampa Airport.

Sunshine House- Sarasota Pool Retreat

Welcome to the Sunshine House a sunny Sarasota retreat! This charming 3-bedroom, 2-bathroom home features a salt water heated pool and is just 20 minutes from the stunning Lido and Siesta Key Beaches. Perfect for families or groups, our home offers a spacious living area, fully equipped kitchen, comfortable bedrooms and an office setup. Relax by the pool, enjoy nearby dining and shopping, or explore the beautiful beaches. Your perfect getaway awaits!

Coastal Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Palm Retreat Gold: Luxury Edition of #1 Rental

High end, luxury 3/2 pool home! 7 4k TVs w/ Netflix and cable (75" in living room), SONOS throughout house/pool, wifi, PS5, private heated salt water pool/Spa, putt putt, foosball, beach gear, Pack & Play, Game room (board games, billiards, shuffle board, arcade), massive kitchen/bar, washer & dryer, garage parking-- all in a quiet and safe neighborhood. Just 5 miles to the best beaches and restaurants. Entire home with no shared amenities!